WO2018043574A1 - マイクロニードル・シート - Google Patents

マイクロニードル・シート Download PDF

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Publication number
WO2018043574A1
WO2018043574A1 PCT/JP2017/031191 JP2017031191W WO2018043574A1 WO 2018043574 A1 WO2018043574 A1 WO 2018043574A1 JP 2017031191 W JP2017031191 W JP 2017031191W WO 2018043574 A1 WO2018043574 A1 WO 2018043574A1
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WO
WIPO (PCT)
Prior art keywords
microneedle
sheet
mass
water
microneedle sheet
Prior art date
Application number
PCT/JP2017/031191
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English (en)
French (fr)
Japanese (ja)
Inventor
山本　直樹
誠治 徳本
Original Assignee
久光製薬株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 久光製薬株式会社 filed Critical 久光製薬株式会社
Priority to CN201780044994.9A priority Critical patent/CN109475728B/zh
Priority to JP2018537352A priority patent/JP6941105B2/ja
Priority to EP17846578.7A priority patent/EP3508247B1/de
Priority to KR1020197000263A priority patent/KR102249243B1/ko
Priority to US16/325,325 priority patent/US11007358B2/en
Publication of WO2018043574A1 publication Critical patent/WO2018043574A1/ja

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0015—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin by using microneedles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A61K47/38—Cellulose; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • A61K9/0021—Intradermal administration, e.g. through microneedle arrays, needleless injectors
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A61K9/7007—Drug-containing films, membranes or sheets
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0015—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin by using microneedles
    • A61M2037/0023—Drug applicators using microneedles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0015—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin by using microneedles
    • A61M2037/0046—Solid microneedles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0015—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin by using microneedles
    • A61M2037/0053—Methods for producing microneedles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0015—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin by using microneedles
    • A61M2037/0061—Methods for using microneedles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M2205/00—General characteristics of the apparatus
    • A61M2205/02—General characteristics of the apparatus characterised by a particular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M2205/00—General characteristics of the apparatus
    • A61M2205/02—General characteristics of the apparatus characterised by a particular materials
    • A61M2205/0244—Micromachined materials, e.g. made from silicon wafers, microelectromechanical systems [MEMS] or comprising nanotechnology

Definitions

  • One aspect of the present invention relates to a microneedle sheet used to assist administration of an active ingredient by a microneedle.
  • a microneedle for administering an active ingredient through the skin and a device including the microneedle are known.
  • a rotatable microstructure device described in the following Patent Document 1 includes a curved base material and a roller structure including a plurality of fine elements attached on the first surface of the base material. ing.
  • the plurality of microelements have a predetermined size and shape so that when the microstructure device is placed on the skin and rolls in a predetermined direction, it penetrates the stratum corneum of the skin.
  • Patent Document 2 includes a plurality of microneedles formed on the sheet substantially along the main surface of the sheet, and the microneedle rises from the main surface and rises when the sheet is bent.
  • a microneedle sheet has been proposed in which the microneedle pierces the skin. In such a microneedle sheet, the microneedles are substantially along the main surface of the sheet until the sheet is bent. This means that the tip of the microneedle does not protrude from the main surface until the microneedle is applied to the skin. Therefore, unless the microneedle sheet is applied to the skin, there is no concern that the microneedle will hit or get caught on other objects. As a result, safety during handling of the microneedle can be ensured.
  • the microneedle sheet is required to have bending resistance that does not cause cracking, cracking, and breakage of the sheet even when bent.
  • the microneedle sheet according to one aspect of the present invention includes a plurality of microneedles formed on the sheet substantially along the main surface of the sheet, the microneedle includes a water-soluble polysaccharide and water, and contains water.
  • the amount is 1% by mass or more and less than 19% by mass based on the total mass of the microneedle, and the microneedle rises from the main surface when the sheet is bent. The rising microneedle pierces the skin.
  • the sheet exhibits excellent bending resistance.
  • the safety during handling of the microneedle can be ensured and excellent bending resistance is exhibited.
  • the microneedle sheet 10 is a device for administering an arbitrary active ingredient (for example, a drug) into a living body, and has a large number of microneedles that pierce the skin.
  • an arbitrary active ingredient for example, a drug
  • the microneedle sheet 10 is strip-shaped and has a plurality of microneedles 12 formed on the sheet substantially along the main surface 11 of the sheet. These microneedles 12 are arranged so as to be aligned in the longitudinal direction and the width direction of the sheet, and the tips of the microneedles 12 face one end of the sheet (leftward in FIG. 1). The tips of all the microneedles 12 may face one end of the sheet, and the tips of some of the microneedles 12 may differ from the orientation of the other microneedles 12.
  • the microneedle sheet 10 and the microneedle 12 contain water-soluble polysaccharides and water as their materials, and the water content is 1% by mass or more and less than 19% by mass based on the total mass of the microneedles.
  • the water content is 1% by mass or more and less than 19% by mass based on the total mass of the microneedles.
  • the microneedle sheet having excellent bending resistance maintains strength even when the curvature when bent is large, and does not crack, does not crack, and does not break.
  • the water-soluble polysaccharide is not particularly limited as long as it is a hydrophilic polysaccharide, and examples thereof include polysaccharides composed of one or more sugar units selected from the group consisting of aldose, uronic acid, aldosamine and derivatives thereof. Specific examples include glycogen, carrageenan, agarose, amylose, amylopectin, xyloglican, sodium hyaluronate, ethyl cellulose, methyl cellulose and hydroxyethyl cellulose.
  • the lower limit of the content of the water-soluble polysaccharide is not particularly limited, and may be 60% by mass, 70% by mass, 81% by mass, 84% by mass, 87% by mass, or 89% by mass based on the total mass of the microneedle 12. Good.
  • the upper limit of the content of the water-soluble polysaccharide is not particularly limited, and may be 95 mass%, 97 mass%, 98 mass%, 98.98 mass%, or 99 mass% based on the total mass of the microneedles 12.
  • the content of the water-soluble polysaccharide may be 81% by mass or more and 99% by mass or less, and 81.1% by mass or more and 98.98% by mass or less based on the total mass of the microneedles 12. It's okay. Since the microneedle sheet 10 is manufactured substantially uniformly as a whole, the total mass of each microneedle 12 formed on the microneedle sheet 10 (that is, the total mass of one microneedle 12) is used as a reference.
  • the content of the water-soluble polysaccharide is substantially the same as the content of the water-soluble polysaccharide based on the total mass of the sheet 10.
  • the water content is 1% by mass or more and less than 19% by mass based on the total mass of the microneedle 12. Since the microneedle sheet 10 is manufactured substantially uniformly as a whole, the total mass of each microneedle 12 formed on the microneedle sheet 10 (that is, the total mass of one microneedle 12) is used as a reference. The water content is substantially the same as the water content based on the total mass of the sheet 10. When the water content is less than 19% by mass, it becomes easy to form a microneedle sheet suitable for handling after production.
  • the lower limit of the water content may be 2% by mass, 3% by mass or 5% by mass based on the total mass of the microneedles.
  • the upper limit of the water content may be 16% by mass, 13% by mass or 11% by mass based on the total mass of the microneedles.
  • the water content is measured in accordance with the coulometric titration method (preparation method 3) described in the general test method “2.48 Moisture measurement method (Karl Fischer method)” of the 16th revised Japanese pharmacopoeia.
  • the microneedle sheet 10 and the microneedle 12 may further include a plasticizer.
  • the plasticizer is not particularly limited as long as it is a substance that can impart flexibility to the water-soluble polysaccharide. Specifically, for example, oils and fats, fatty acids or salts thereof, fatty acid esters, aliphatic alcohols, amine compounds, inorganic acids, Examples include organic acids, aromatic compounds, sugars, organic compounds, and drugs. From the viewpoint of the bending resistance of the microneedle sheet, the plasticizer may be selected from polyhydric alcohols, nonionic surfactants, inorganic acids and organic acids.
  • the microneedle 12 can be formed by a laser or the like.
  • the microneedle 12 can be formed by cutting the sheet with a laser. Since the microneedle 12 does not need to be raised from the main surface 11 of the sheet in advance, the microneedle sheet 10 can be manufactured easily and inexpensively.
  • the dimensions of the microneedle sheet 10 are not limited. Specifically, the lower limit of the thickness of the microneedle sheet 10 may be 5 ⁇ m, 10 ⁇ m, 20 ⁇ m, or 25 ⁇ m, and the upper limit of the thickness may be 1000 ⁇ m, 300 ⁇ m, 200 ⁇ m, 180 ⁇ m, 150 ⁇ m, 100 ⁇ m, or 90 ⁇ m.
  • the lower limit of the thickness of the microneedle sheet 10 is determined in consideration of the strength of the microneedle 12 that punctures the skin, and the upper limit of the thickness is determined in consideration of the bendability of the sheet and the puncture characteristics of the microneedle 12. It is done.
  • the thickness of the microneedle sheet 10 may be 10 to 300 ⁇ m, 10 to 200 ⁇ m, or 10 to 150 ⁇ m.
  • the lower limit of the length of the microneedle sheet 10 may be 0.1 cm or 1 cm, and the upper limit of the length may be 50 cm or 20 cm.
  • the lower limit of the width of the microneedle sheet 10 may be 0.1 cm or 1 cm, and the upper limit of the width may be 60 cm or 30 cm.
  • the lower limit of the length and width of the microneedle sheet 10 is determined in consideration of the dose of the active ingredient, and the upper limit of the length and width is determined in consideration of the size of the living body.
  • the parameters related to the microneedle 12 are not limited. Specifically, the lower limit of the length of the microneedle 12 may be 10 ⁇ m or 100 ⁇ m, and the upper limit of the length may be 10000 ⁇ m or 1000 ⁇ m.
  • the length of the microneedle 12 is a distance from the bottom of the microneedle 12 (the root portion rising from the main surface 11) to the top.
  • the lower limit of the needle density may be 0.05 / cm 2 or 1 / cm 2
  • the upper limit of the density may be 10,000 / cm 2 or 5000 / cm 2 .
  • the lower limit of the density is a value converted from the number and area of needles to which the active ingredient can be administered
  • the upper limit of the density is a limit value in consideration of the shape of the needle.
  • the microneedle 12 has a triangular shape, but the shape of the microneedle is not limited. Further, as shown in FIG. 1, in the present embodiment, the microneedles 12 have a uniform size, orientation, and distribution in the microneedle sheet, but none of them need to be uniform.
  • the angle of the tip thereof may be 10 ° or more, 20 ° or more, 150 ° or less, or 120 ° or less.
  • a method for preparing an active ingredient to be applied to the skin a method in which the active ingredient is contained in the microneedle sheet 10 itself (in this case, the active ingredient is dissolved or dispersed in the microneedle sheet) And a method of previously coating the active ingredient on the microneedle sheet 10 itself, and the active ingredient is contained in the upper layer of the microneedle sheet 10 containing or not containing the active ingredient.
  • a method of adding a layer to be applied a method of applying an active ingredient on the skin before the microneedle 12 is punctured into the skin, and an active ingredient is applied onto the skin after the microneedle 12 is punctured into the skin A method is considered.
  • microneedle sheet 10 is coated with an active component in advance, it is preferable to apply a coating solution having a predetermined viscosity to the entire sheet with a thickness as uniform as possible. Since the microneedle 12 is along the main surface 11, such application can be easily performed.
  • the coating may be performed using the principle of screen printing, or may be performed by other methods.
  • an applicator When applying the microneedle sheet 10 to the skin, an applicator can be used.
  • Known applicators for example, the applicators described in International Publication No. 2014/203911 can be used.
  • the microneedle sheet according to one aspect of the present invention includes a plurality of microneedles formed on the sheet substantially along the main surface of the sheet, and the microneedle includes water-soluble polysaccharides and water.
  • the water content is 1% by mass or more and less than 19% by mass based on the total mass of the microneedles, and the microneedles rise from the main surface when the sheet is bent, and the microneedles that rise are applied to the skin. Sting.
  • the microneedle is substantially along the main surface of the sheet until the sheet is bent. This means that the tip of the microneedle does not protrude from the main surface until the microneedle is applied to the skin. Therefore, unless the microneedle sheet is applied to the skin, there is no concern that the microneedle will hit or get caught on other objects. As a result, safety during handling of the microneedle can be ensured. For example, the user can safely store and transport the microneedle sheet and prepare it immediately before use.
  • one of the microneedle materials is a water-soluble polysaccharide, it is not necessary to bother to remove the microneedle from the skin. Furthermore, compared to a microneedle sheet made of a non-soluble material, a microneedle sheet made of a water-soluble polysaccharide, which is a soluble material, has higher safety, such as less physical irritation to the skin. Therefore, the convenience of the microneedle sheet is improved.
  • the water content is 1% by mass or more and less than 19% by mass based on the total mass of the microneedle.
  • the bend resistance of the microneedle sheet is improved by setting the water content to 1% by mass or more and less than 19% by mass based on the total mass of the microneedles.
  • the water-soluble polysaccharide may be a polysaccharide composed of one or more sugar units selected from the group consisting of aldose, uronic acid, aldosamine, and derivatives thereof.
  • the water-soluble polysaccharide may be selected from sodium hyaluronate, sodium chondroitin sulfate, dextran, dextrin, carmellose sodium, chitosan, sodium alginate and pullulan.
  • the thickness of the sheet may be 10 to 300 ⁇ m.
  • the microneedle sheet becomes thin and flexible, so that the sheet can be applied to the skin according to the shape of the living body, and as a result, the active ingredient can be efficiently administered.
  • Can do By using a water-soluble polysaccharide as a material for a microneedle, a microneedle sheet having solubility in a living body and having a thickness that has not been conventionally available can be produced.
  • Microneedle sheets (1.0 cm ⁇ 2.0 cm) were prepared using various materials. Specifically, each material and water were weighed, mixed and stirred in a container to completely dissolve the material, and then the material was defoamed by a centrifugal separator, thereby preparing a coating solution. The solution was coated on a liner and dried. A microneedle sheet was produced by subjecting the polymer film thus produced to laser processing.
  • the materials used were pullulan, sodium hyaluronate, sodium chondroitin sulfate, carmellose sodium or sodium alginate.
  • the produced microneedle sheet was evaluated for “sheeting”. Specifically, the evaluation item of “sheeting” is a circle when a practical microneedle sheet (more specifically, a flat microneedle sheet) can be produced, and the solution is repelled from the liner. If the sheet could not be produced due to lumps, etc., it was shown in the table as a cross.
  • the water content of the prepared microneedle sheet was determined according to the coulometric titration method (preparation method 3) described in the general test method “2.48 Moisture measurement method (Karl Fischer method)” of the 16th revised Japanese pharmacopoeia. It was measured. The sample was heated to evaporate water, and nitrogen was introduced into the titration flask as a carrier.
  • the microneedle sheet can be bent using the mandrel having a diameter of 1 mm in order to exhibit the function as the microneedle sheet.
  • the circles in the table described later indicate the bending resistance of the microneedle sheet under the condition that the radius of curvature is 0.5 mm (that is, the curvature is large).
  • the results are summarized in Tables 1-5.
  • the content of material and moisture in the table is% by mass relative to the total amount of material and moisture in the dried sheet.
  • surface is the thickness of the sheet
  • the moisture content after drying is not limited even when any of the water-soluble polysaccharides of pullulan, sodium hyaluronate, sodium chondroitin sulfate, carmellose sodium or sodium alginate is used as the material.
  • the content was 1.02% by mass to 18.90% by mass, a microneedle sheet could be formed, and the formed microneedle sheet had excellent bending resistance.
  • any water-soluble polysaccharide was used as the material, when the water content was 0% by mass, the microneedle sheet could be formed, but the flex resistance of the formed microneedle sheet was Was inferior.
  • microneedle sheet 10 ... microneedle sheet, 11 ... main surface, 12 ... microneedle.

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  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dermatology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Hematology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Biomedical Technology (AREA)
  • Anesthesiology (AREA)
  • Medical Informatics (AREA)
  • Inorganic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Preparation (AREA)
  • Materials For Medical Uses (AREA)
PCT/JP2017/031191 2016-09-01 2017-08-30 マイクロニードル・シート WO2018043574A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN201780044994.9A CN109475728B (zh) 2016-09-01 2017-08-30 微针片材
JP2018537352A JP6941105B2 (ja) 2016-09-01 2017-08-30 マイクロニードル・シート
EP17846578.7A EP3508247B1 (de) 2016-09-01 2017-08-30 Mikronadelblech
KR1020197000263A KR102249243B1 (ko) 2016-09-01 2017-08-30 마이크로 니들·시트
US16/325,325 US11007358B2 (en) 2016-09-01 2017-08-30 Microneedle sheet

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2016-170871 2016-09-01
JP2016170871 2016-09-01

Publications (1)

Publication Number Publication Date
WO2018043574A1 true WO2018043574A1 (ja) 2018-03-08

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US (1) US11007358B2 (de)
EP (1) EP3508247B1 (de)
JP (1) JP6941105B2 (de)
KR (1) KR102249243B1 (de)
CN (1) CN109475728B (de)
TW (1) TW201811392A (de)
WO (1) WO2018043574A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20210002550A (ko) * 2018-07-19 2021-01-08 히사미쓰 세이야꾸 가부시키가이샤 마이크로 니들·시트의 제조 방법, 및 마이크로 니들·시트

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Publication number Priority date Publication date Assignee Title
US20240269446A1 (en) * 2019-10-08 2024-08-15 Hisamitsu Pharmaceutical Co., Inc. Microneedle sheet and applicator
KR20220091857A (ko) 2020-12-24 2022-07-01 엘지디스플레이 주식회사 표시 장치

Citations (2)

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Publication number Priority date Publication date Assignee Title
WO2014077243A1 (ja) * 2012-11-13 2014-05-22 富士フイルム株式会社 モールド成形体及び経皮吸収シートの製造方法
WO2015129545A1 (ja) * 2014-02-27 2015-09-03 久光製薬株式会社 マイクロニードル・シート

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US11007358B2 (en) 2021-05-18
CN109475728B (zh) 2021-09-14
TW201811392A (zh) 2018-04-01
EP3508247A4 (de) 2020-04-15
EP3508247B1 (de) 2024-08-14
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KR20190017880A (ko) 2019-02-20
US20190201676A1 (en) 2019-07-04

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